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Search results; 319 homes in Highland

Top guest favourite
Cottage in Highland
The Cozy Cottage
3 bedrooms, 5 beds, 1 private bathroom
1–6 Jan
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4.96 out of 5 average rating, 80 reviews
Home in Highland
Newly Remodeled House in Highland, WI
2 bedrooms, 5 beds, 1.5 bathrooms
12–17 Aug
Home in Muscoda
Charming Driftless Farmhouse w/ Trout Stream
4 bedrooms, 7 beds, 2 bathrooms
12–17 Aug
5.0 out of 5 average rating, 4 reviews
Guest favourite
Home in Muscoda
Century Old Charming Farmhouse Atop Rolling Hills
3 bedrooms, 5 beds, 1 bathroom
25–30 Sept
4.94 out of 5 average rating, 341 reviews
Top guest favourite
Cabin in Muscoda
Riverview Cabin, LLC
2 bedrooms, 3 beds, 1 bathroom
27 Sept – 2 Oct
4.96 out of 5 average rating, 157 reviews
Top guest favourite
Home in Dodgeville
Quaint Secluded Country Home
2 bedrooms, 2 beds, 1 bathroom
23–28 Aug
5.0 out of 5 average rating, 21 reviews
Guest favourite
Cabin in Muscoda
Rivers Edge Cabin
2 bedrooms, 3 beds, 1 bathroom
25–30 Aug
4.94 out of 5 average rating, 78 reviews
Guest favourite
Home in Highland
The Farmhouse Lodge
4 bedrooms, 6 beds, 2.5 bathrooms
21–26 Aug
4.9 out of 5 average rating, 29 reviews
Guest favourite
Place to stay in Avoca
Lakeside Cabin
1 bedroom, 1 bed, 1 bathroom
16–21 Aug
4.85 out of 5 average rating, 40 reviews
Guest favourite
Home in Avoca
Deerfield Bottom
3 bedrooms, 3 beds, 2 bathrooms
1–6 Sept
5.0 out of 5 average rating, 11 reviews
Top guest favourite
Home in Dodgeville
Two Private Floors in Secluded Home
3 bedrooms, 3 beds, 1.5 bathrooms
24–29 Aug
4.99 out of 5 average rating, 100 reviews
Guest favourite
Home in Dodgeville
Spacious Country Home
3 bedrooms, 4 beds, 2 bathrooms
16–21 Aug
4.92 out of 5 average rating, 49 reviews
Top guest favourite
Home in Mineral Point
Ludden Lodge
4 bedrooms, 5 beds, 2.5 bathrooms
30 Aug – 4 Sept
4.98 out of 5 average rating, 60 reviews
Top guest favourite
Home in Mineral Point
Serenity Cottage
2 bedrooms, 3 beds, 1 bathroom
30 Aug – 4 Sept
5.0 out of 5 average rating, 14 reviews
Flat in Highland
Highland: Driftless Fun Awaits
2 bedrooms, 2 beds, 1 bathroom
1–6 Dec
4.8 out of 5 average rating, 15 reviews
Superhost
Home in Muscoda
Ridge top views & serene sunsets
3 bedrooms, 4 beds, 1 bathroom
16–21 Aug
4.69 out of 5 average rating, 26 reviews
Top guest favourite
Cabin in Lone Rock
✧Driftless Chalet✧ Secluded cabin on 5 acres
2 bedrooms, 2 beds, 1 bathroom
6–11 Nov
4.97 out of 5 average rating, 236 reviews
Top guest favourite
Flat in Dodgeville
Private, and everything you need to feel at home.
1 bedroom, 1 queen bed, 1 bathroom
10–15 Aug
4.98 out of 5 average rating, 137 reviews
Guest favourite
Cabin in Richland Center
The Driftless Escape! Modern, large cabin/57 acres
3 bedrooms, 5 beds, 2 bathrooms
19–24 Oct
4.9 out of 5 average rating, 156 reviews